1,3-Dibutyl-2-thiourea supplier

Name
1,3-Dibutyl-2-thiourea
EINECS 203-674-6
CAS No. 109-46-6
Article Data26
CAS DataBase
Density 0.942 g/cm³
Solubility slightly soluble
Melting Point 63-67 °C
Formula C₉H₂₀N₂S
Boiling Point 251.5 °C at 760 mmHg
Molecular Weight 188.337
Flash Point 105.9 °C
Transport Information
Appearance white powder
Safety 36/37-36
Risk Codes 22-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Accel BUR-F;N,N'-Dibutylthiourea;1,3-Dibutylthiourea;NSC 3735;NSC 4148;Pennzone B;SancelerBUR;1,3-Dibutyl-2-thiourea;Urea,1,3-dibutyl-2-thio- (6CI,8CI);Thiate U;Stannine 5525;
PSA 56.15000
LogP 2.83250

Synthetic route

: 534-18-9
sodium trithiocarbonate

: 109-73-9
N-butylamine

A: 2044-27-1
1-methyl-2-pyridinethione

B: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 5h; Heating;	A 90% B 98%

...Expand

: 109-73-9
N-butylamine

: 17356-08-0
thiourea

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
With PEG-400 In water for 0.00833333h; microwave irradiation;	96%

: 75-15-0
carbon disulfide

: 109-73-9
N-butylamine

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
In water at 20℃; for 0.833333h; Solvent; Time; Green chemistry;	96%
In water at 20℃; for 0.833333h; Solvent; Green chemistry;	96%
With carbon tetrabromide In N,N-dimethyl-formamide at 20℃; for 0.3h; Cooling with ice;	91%
With cholin hydroxide at 20℃; Cooling with ice; Ionic liquid;	76%
at 100℃; for 12h; Ionic liquid; Green chemistry;	75%

: Ziram

: 109-73-9
N-butylamine

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating;	78%

: 80094-32-2
O-isopropyl butylammonium dithiocarbonate

: 109-73-9
N-butylamine

A: 61613-08-9
O-isopropyl butylthiocarbamate

B: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
In benzene at 40℃; for 12h;	A 0.58 g B 59.8%
In benzene at 40℃; for 12h; Mechanism; Product distribution; Kinetics; thermal effects, ΔH;	A 0.58 g B 59.8%

...Expand

: 109-73-9
N-butylamine

: 419532-33-5
N-phenyl-1,2,3,4,5,7-pentathioazocane

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
In benzene for 6h; Reflux;	41%

: 75-15-0
carbon disulfide

: 5577-66-2
trimethyl(butyl-amino)silane

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
In ethyl acetate

: 109-73-9
N-butylamine

: 592-82-5
butyl isothiocyanate

: 109-46-6
1,3-dibutylthiourea

Conditions

Conditions	Yield
In ethanol
In dichloromethane at 0 - 25℃; for 1h;
In ethanol at 20℃;

: 75-15-0
carbon disulfide

: 109-73-9
N-butylamine

: 1972-28-7
diethylazodicarboxylate

A: diethyl 1-[(butylcarbamothioyl)sulfanyl]hydrazine-1,2-dicarboxylate

B: 109-46-6
1,3-dibutylthiourea

C: 592-82-5
butyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: carbon disulfide; N-butylamine In water for 0.166667h; Stage #2: diethylazodicarboxylate In water at 20℃; for 0.5h; Solvent;

...Expand

: 2602-34-8
(3-glycidyloxypropyl)triethoxysilane

: 109-46-6
1,3-dibutylthiourea

: N,N'-di-n-butyl-N,N'-bis({2-hydroxy-3-[3-(triethoxysilyl)propyloxy]propyl})thiourea

Conditions

Conditions	Yield
at 85 - 90℃; for 2.5h;	97.2%

: nickel(II) chloride hexahydrate

: 109-46-6
1,3-dibutylthiourea

: 104419-49-0, 24616-63-5
trans-dichlorotetrakis(N,N'-di-n-butylthiourea)nickel(II)

Conditions

Conditions	Yield
In ethanol refluxing of the Ni salt with the thiourea (mole ratio 1:2) in EtOH for at least 1 h; recrystn. from EtOH and drying (vac.); elem anal.;	94%

: 109-46-6
1,3-dibutylthiourea

: 175970-03-3
N-(4'-methylphenylsulfonyl)aziridino[2'3':1,2][60]fullerene

: C69H18N2S

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In chlorobenzene at 80℃; for 1h; chemoselective reaction;	94%

: 109-46-6
1,3-dibutylthiourea

: 2303-94-8
N,N'-di(n-butyl)formamidine

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.5h;	91%
Multi-step reaction with 2 steps 1: aq. H2O2 / methanol 2: acetic acid / Heating View Scheme

: 615-43-0
2-iodophenylamine

: 109-46-6
1,3-dibutylthiourea

: 24622-31-9
N‐Butylbenzo[d]thiazol‐2‐amine

Conditions

Conditions	Yield
bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 60h;	85%

: 109-46-6
1,3-dibutylthiourea

: N,N'-Dibutyl-guanidine

Conditions

Conditions	Yield
With copper sulphate-silica gel; sodium amide In tetrahydrofuran for 0.833333h; Ambient temperature;	80%

: 873-51-8
phenylborondichloride

: 109-46-6
1,3-dibutylthiourea

: 81233-36-5
1,3,5-Tri-n-butyl-2,6-diphenyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4

Conditions

Conditions	Yield
In tetrachloromethane byproducts: HCl; edducts in 1:1 ratio, reflux under N2 for 24 h; evapd. in vac., distd. in vac., elem. anal.;	79%

: 17933-16-3
dibromomethylborane

: 109-46-6
1,3-dibutylthiourea

A: 4-n-Butyl-3,5-dimethyl-1,2,4,3,5-dithiazadiborolidin

B: 84185-20-6
3,5-Di-n-butyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion

Conditions

Conditions	Yield
With n-butyllithium In hexane; Petroleum ether byproducts: butane, LiBr; the urea in petroleum ether was refluxed under N2 with n-BuLi in hexanefor 48 h; the solvents were removed in vac., the residue was fractional distd.; elem. anal.;	A n/a B 78%

...Expand

: 109-46-6
1,3-dibutylthiourea

: 693-64-1
N,N'-di-n-butylcarbodiimide

Conditions

Conditions	Yield
With di-2-pyridyl sulfite In dichloromethane for 0.166667h; Ambient temperature;	76%
With diethyl ether; mercury(II) oxide
With lead(II) oxide In acetone

: 4669-59-4
bis(diethylamino)dimethylsilane

: 109-46-6
1,3-dibutylthiourea

A: 1,3,5-Tri-n-butyl-2,2,4,4-tetramethyl-1,3,5-triaza-2,4-disilacyclohexan-6-thion

B: 592-82-5
butyl isothiocyanate

Conditions

Conditions	Yield
In xylene for 12h; Heating;	A 76% B 1.8 g

...Expand

: C18H8ClNO5

: 109-46-6
1,3-dibutylthiourea

: 9-benzoyl-1,3-dibutyl-6-(5-chloro-2-hydroxyphenyl)-8-hydroxy-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions

Conditions	Yield
In 1,4-dioxane Reflux;	76%

: 8-(4-chlorobenzoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-1,6,7-trione

: 109-46-6
1,3-dibutylthiourea

: 1,3-dibutyl-9-(4-chlorobenzoyl)-8-hydroxy-6-(2-hydroxyethyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions

Conditions	Yield
In 1,4-dioxane Reflux;	76%

: 109-46-6
1,3-dibutylthiourea

: 105-53-3
diethyl malonate

: 54443-89-9
N,N'-dibutyl-2-thiobarbituric acid

Conditions

Conditions	Yield
With sodium ethanolate for 72h;	75%
With hydrogenchloride; water; sodium In ethanol for 48h; Inert atmosphere; Reflux;	40%

: 109-46-6
1,3-dibutylthiourea

: 142071-82-7
3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione

: 9-benzoyl-1,3-dibutyl-8-hydroxy-6-(2-hydroxyphenyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions

Conditions	Yield
In 1,4-dioxane Reflux;	75%

: 24424-99-5
di-tert-butyl dicarbonate

: 109-46-6
1,3-dibutylthiourea

: 641611-19-0
N-tert-butoxycarbonyl-N,N'-dibutylthiourea

Conditions

Conditions	Yield
With dmap In ethyl acetate at 70℃; for 0.25h; Temperature;	73%
Stage #1: 1,3-dibutylthiourea With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 12h;	57%

: 109-46-6
1,3-dibutylthiourea

: 70-11-1
α-bromoacetophenone

: N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	72%

: 58070-00-1
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate

: 109-46-6
1,3-dibutylthiourea

: ethyl 1,3-dibutyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

Conditions

Conditions	Yield
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 65h; Inert atmosphere; Schlenk technique; Sealed tube;	72%

: 109-46-6
1,3-dibutylthiourea

: 98-86-2
acetophenone

: N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

Conditions

Conditions	Yield
Stage #1: acetophenone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h; Stage #2: 1,3-dibutylthiourea In ethanol Heating;	68%

: 109-46-6
1,3-dibutylthiourea

: 100-19-6
(4-nitrophenyl)ethanone

: N-butyl-N-[3-butyl-4-(4-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

Conditions

Conditions	Yield
Stage #1: (4-nitrophenyl)ethanone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h; Stage #2: 1,3-dibutylthiourea In ethanol Heating;	66%

: 931-53-3
Cyclohexyl isocyanide

: 109-46-6
1,3-dibutylthiourea

: N2,3-dibutyl-N4,N5-dicyclohexylthiazolidine-2,4,5-triimine

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II) In acetone at 50℃; for 4h;	65%

: 109-46-6
1,3-dibutylthiourea

: 79-11-8
chloroacetic acid

: 537660-16-5
3-n-butyl-2-(n-butylimino)-1,3-thiazolidine-4-one

Conditions

Conditions	Yield
In water at 100℃; for 7.5h; Green chemistry;	64.9%
Reflux; Green chemistry;

: 5158-50-9
dimethylboron bromide

: 109-46-6
1,3-dibutylthiourea

A: 1,3,5-Tri-n-butyl-6-methyl-1,3,5-triaza-2-bora-cyclohexandithion-4,6

B: 1,3,5-Tri-n-butyl-2,6-dimethyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4

Conditions

Conditions	Yield
In tetrachloromethane byproducts: HBr; edducts in 1:1 ratio, reflux under N2 for 24 h; cooled to 0°C, evapd. in vac., sublimation (110°C/2E-3 mbar for other product, 145°C/2E-3 mbar), elem. anal.;	A 53% B 64%

...Expand

: 5780-61-0
4,4-dichlorobut-3-en-2-one

: 109-46-6
1,3-dibutylthiourea

: 97309-91-6
3-Butyl-2-[(Z)-butylimino]-4-methyl-2,3-dihydro-[1,3]thiazine-6-thione

Conditions

Conditions	Yield
for 0.5h; Heating;	63%

: 14090-22-3
butyl-dichloro-borane

: 109-46-6
1,3-dibutylthiourea

: 2,4-Di-n-butyl-5-n-butyl-6-n-butylimino-1-thia-3,5-diaza-2,4-dibora-cyclohexan

Conditions

Conditions	Yield
In chlorobenzene byproducts: HCl; reflux under N2 for 24 h; evapd. in vac., sublimation (100°C/2E-3 mbar), elem. anal.;	63%

: 143-66-8
sodium tetraphenyl borate

: 373-02-4, 14998-37-9, 33025-09-1, 94044-50-5, 98268-31-6
nickel diacetate

: 109-46-6
1,3-dibutylthiourea

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 1279624-75-7
(1,2-bis(diphenylphosphinoethane))Ni(nBuNC(S)NHnBu)(BPh4)

Conditions

Conditions	Yield
With NEt3 In methanol mixt. of Ni acetate and dppe in MeOH; stirred, gently warmed for 5 min; thiourea deriv. added; aq. NEt3 added, mixt. warmed briefly to ca. 60°C; NaBPh4 added to filtrate; allowed to cool to room temp.; ppt. filtered, washed with cold MeOH, dried under vac.; elem. anal.;	63%

...Expand

: 109-46-6
1,3-dibutylthiourea

: 100-06-1
1-(4-methoxyphenyl)ethanone

: N-butyl-N-[3-butyl-4-(4-methoxyphenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

Conditions

Conditions	Yield
Stage #1: 1-(4-methoxyphenyl)ethanone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h; Stage #2: 1,3-dibutylthiourea In ethanol Heating;	62%

1,3-Dibutyl-2-thiourea Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Dibutyl-2-thiourea Specification

The 1,3-Dibutyl-2-thiourea, with the CAS registry number 109-46-6, is also known as Urea,1,3-dibutyl-2-thio- (8CI). It belongs to the product categories of Industrial/Fine Chemicals; Organic Building Blocks; Sulfur Compounds; Thioureas. Its EINECS registry number is 203-674-6. This chemical's molecular formula is C₉H₂₀N₂S and molecular weight is 188.3335. Its IUPAC name is called 1,3-Dibutyl-2-thiourea. What's more, this chemical's classification code is Reproductive Effect. It can be used as vulcanization acclerants of natural rubber, butyl rubber, butylbenzene rubber and neoprene, especially to neoprene at low temperature can promote its rapid vulcanization. Meanwhile, this chemical can also be used as antiozonant of natural rubber, neoprene, butyl rubber and styrenebutadiene rubber.

Physical properties of 1,3-Dibutyl-2-thiourea: (1)ACD/LogP: 2.84; (2)ACD/LogD (pH 5.5): 2.84; (3)ACD/LogD (pH 7.4): 2.84; (4)ACD/BCF (pH 5.5): 85.1; (5)ACD/BCF (pH 7.4): 85.1; (6)ACD/KOC (pH 5.5): 837.62; (7)ACD/KOC (pH 7.4): 837.64; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.494; (12)Molar Refractivity: 58.22 cm³; (13)Molar Volume: 199.7 cm³; (14)Surface Tension: 37 dyne/cm; (15)Density: 0.942 g/cm³; (16)Flash Point: 105.9 °C; (17)Enthalpy of Vaporization: 48.89 kJ/mol; (18)Boiling Point: 251.5 °C at 760 mmHg; (19)Vapour Pressure: 0.0203 mmHg at 25°C.

Preparation of 1,3-Dibutyl-2-thiourea: this chemical can be prepared by n-butylamine and CS₂ which react at 30 °C then heat at 100 °C. Finally, this chemical is obtained through last reaction of decomposition

1,3-Dibutyl-2-thiourea can be prepared by n-butylamine and CS2

Uses of 1,3-Dibutyl-2-thiourea: it can be used to produce benzothiazol-2-yl-butyl-amine at temperature of 60 °C. This reaction will need catalyst NiCl₂(PEt₃)2/NaBH₃CN and solvent dimethylformamide with reaction time of 60 hours. The yield is about 85%.

1,3-Dibutyl-2-thiourea can be used to produce benzothiazol-2-yl-butyl-amine

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. Whenever you will contact it, please wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCNC(=S)NCCCC
(2)InChI: InChI=1S/C9H20N2S/c1-3-5-7-10-9(12)11-8-6-4-2/h3-8H2,1-2H3,(H2,10,11,12)
(3)InChIKey: KFFQABQEJATQAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	800mg/kg (800mg/kg)		National Technical Information Service. Vol. AD277-689,
rat	LD50	oral	350mg/kg (350mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 260, 1947.

Product Name

1,3-Dibutyl-2-thiourea

Synthetic route

1,3-Dibutyl-2-thiourea Consensus Reports

1,3-Dibutyl-2-thiourea Specification

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